Boipussy Stories

101 results
Orientation
Length
Source
Infinite Scroll

In the Club

by girlygay on Sep 23, 2019
Transgender & Crossdressers

No longer virginal, now degraded. That is my life as Dave's sissy whore Chandra. With my girlfriend Nikki and her boytoy Adam, we descended into our city's LGBT club scene with a fervor. Dave and Adam were only too happy to share their girls with their friends, and Nikki and I adored the attention, the sex, and the feeling of being desired by so many men. O...

Locked Up Ch. 03: Maid Maria

by Prof_Owen910 on Apr 14, 2020
BDSM

"Ohh fuck, Gwen, yes, fuck my boicunt, stuff your fat cock up my ass!" Words I never ever would have guessed I would say spilled out of my mouth before I buried my head in my pillow and cried out, my aching balls spasming as my fiancé fucked me to yet another massive anal orgasm. A month of straight anal play with no other stimulation had turned me into a...

A Sissy's Forced Gangbang Pt. 03

by sissy77 on Jan 12, 2018
Transsexuals & Crossdressers

This is the final part of the 'A Sissy's Forced Gangbang' series. I received a lot of positive feedback for the first and second parts and I am very grateful for the same. As for those who requested the next set of events, I would like to apologize for the delay in writing this piece as I was preoccupied with a few other things including a few sissy encounte...

Bless Me Father for I Have Sinned

by AfroerotiK on Sep 14, 2017
Erotic Couplings

I'm a pervert, and an unapologetic one at that. I'm so completely confident and comfortable with my sexuality that I refuse to compartmentalize it, lie about it, or be ashamed of it. I'm free from society's pressure to conform and that is a joy most people will never experience. To most people in a sexually-repressed society, being unashamed of your sexualit...

The Descent

by pantywriter on Sep 28, 2020
Transgender & Crossdressers

It had to be too good to be true, I thought. No woman had ever come on to me like that before. She was pushy and for all intents and purposes, demanded that I escort her to this dinner date in the city. Sure, it was Valentine's Day, and she did admit earlier in the night that being mid-50s and single on this day agitated her; hence, she demanded my presence....

Yet Another Story

by neoview on Nov 26, 2017
Transsexuals & Crossdressers

You're back? I guess my previous story was a hit. The comments stroked my ego enough to write this bullshit. Before I begin, shout out to: Anonymous user, Anonymous user and xploring96 for the feedback. If it wasn't for you guys I probably wouldn't even bother to continue this... I guess I should make it a series... Naaahhhh. Too confusing. Super narrator p...

The Descent Ch. 02 - A Slow Glide

by pantywriter on Sep 28, 2020
Transgender & Crossdressers

I sat up, the dried remnants of last night's orgasm sticking uncomfortably to my body. I looked down at my...clitty, I reminded myself. My clitty. To something akin to horror I felt the familiar lurch in the organ, and the equally familiar sensation of tightening in my balls. My clitty rose, slowly at first, but soon to its fullest extent. It began to pulse,...

The Colonel and His Aide Pt. 02

by Oldguy45 on Sep 15, 2017
Transsexuals & Crossdressers

Hello, everybody. This will be my last story in the transgender genre. I have loved writing both of these stories and my "Karen and Me" stories, but it's time to explore something else in the erotic world. As you can see, I'm a romantic at heart and deeply respectful of women and their feelings. I don't like violence and I won't write about it in my stories....

First Car

by puzziboi on Apr 13, 2020
Transgender & Crossdressers

"All rise! This court is now in session. The Honorable Judge Susan Joyner presiding," the bailiff announced. "Please be seated," said the authentic looking brown-skinned woman who had upswept hair and wore a maroon robe. Looking around the sparsely populated room, the family court judge cleared her throat delicately. "First of all, Mr. Spencer the court tha...

The Making of a TLB Pt. 02

by TheMarlboroMan on Sep 9, 2019
Transgender & Crossdressers

This is part two of the story. I suggest you read part one. Sexuality begins within the human mind. This is part two where a woman uses her knowledge and skill regarding the mind to convert the perfect subject into her perfect tender loving Bitch. Some of the things she uses does not exist in today's market, but it will soon be. It is fiction and draws on no...